6-(3-cyanophenoxy)hexyl bromide | 91945-06-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-(3-cyanophenoxy)hexyl bromide
• 英文别名: 3-(6-bromohexoxy)benzonitrile
• CAS: 91945-06-1
• 化学式: C₁₃H₁₆BrNO
• 分子量: 282.18
• InChiKey: SYBVVYYYSUKXAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-(3-cyanophenoxy)hexyl bromide 在 盐酸 、 正丁基锂 作用下， 以 溶剂黄146 为溶剂， 反应 30.5h， 生成 3-[7-(3-Methylisoxazol-5-yl)heptoxy]benzoic acid
  参考文献：
  名称：

  Ellipticine derivatives with an affinity to the estrogen receptor. An approach to develop intercalating drugs with a specific effect on the hormone-dependent breast cancer

  摘要：

  In order to obtain breast tumor directed agents, we have prepared mixed compounds using estradiol or (E)-clomiphene as specific vectors of the breast tissue and a DNA intercalator from the ellipticine series as the cytotoxic agent. Among the newly synthesized ellipticine derivatives, only the 2-[3-aza-5-(3,17 beta-dihydroxy-1,3,5-estratrien-17 alpha-yl)-4-oxopentamethylene]ellipticinium bromide shows the desired properties, DNA intercalation and affinity for estrogen receptor. Competition experiments with estradiol on the hormone-dependent human MCF-7 breast cancer cell line demonstrate that a transport by the estrogen receptor system is not involved in the antitumor activity of derivative 24.

  DOI：

  10.1021/jm00383a011
• 作为产物：
  描述：

  1,6-二溴己烷 、 3-氰基苯酚 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 6-(3-cyanophenoxy)hexyl bromide
  参考文献：
  名称：

  用于合成脂肪族酯的烷基碘的铜催化烷氧基羰基化反应：氢气有所不同

  摘要：

  已开发出铜催化的未活化烷基碘的烷氧基羰基化转化。各种烷基碘可以以良好的产率转化为相应的叔丁基酯。NaO t Bu 既是亲核试剂又是碱。此外，如果添加额外的醇，也可以中等收率获得其他类型的脂肪族酯。伯醇和仲烷基醇均可成功反应。

  DOI：

  10.1021/acs.orglett.1c03071

文献信息

• Palladium‐Catalyzed Perfluoroalkylative Carbonylation of Unactivated Alkenes: Access to β‐Perfluoroalkyl Esters
  作者：Youcan Zhang、Hui‐Qing Geng、Xiao‐Feng Wu

  DOI：10.1002/anie.202111206

  日期：2021.11.2

  An efficient and convenient palladium-catalyzed perfluoroalkylative carbonylation of unactivated alkenes has been developed. More than 100 examples of β-perfluoroalkyl esters were prepared directly from readily available substrates with good functional group tolerance and chemoselectivity.

  已开发出一种有效且方便的钯催化的未活化烯烃的全氟烷基化羰基化。100 多个 β-全氟烷基酯的例子是直接从容易获得的底物制备的，具有良好的官能团耐受性和化学选择性。
• Isoxazoles as antiviral agents
  申请人：Sterling Drug Inc.

  公开号：US04451476A1

  公开（公告）日：1984-05-29

  Compounds of the formulas: ##STR1## wherein R is alkyl, X is O or CH.sub.2, n is an integer from 4 to 8, and Ar is phenyl or substituted phenyl are useful as antiviral agents especially against picornaviruses.

  具有以下化学式的化合物：##STR1## 其中R是烷基，X是O或CH.sub.2，n是4到8之间的整数，Ar是苯或取代苯，对抗病毒特别是对抗小RNA病毒具有很好的作用。
• Isoxazoles, useful as antiviral agents, and preparation thereof
  申请人：STERLING DRUG INC.

  公开号：EP0111345A2

  公开（公告）日：1984-06-20

  Compounds of the Formulas I or II (herein) wherein R is alkyl, X is 0 or CH2, n is an integer from 4 to 8, and Ar is phenyl or substituted phenyl, useful as antiviral agents especially against picornaviruses. Said compounds are prepared by: a) reacting an alkali metal derivative of 3-R-5-methylisoxazole with a compound of the formula Hal-(CH2)n-X-AR' where Hal is bromine or iodine, and Ar' is phenyl or phenyl substituted by one or two halogen, lower-alkyl, lower-alkoxy, nitro or cyano substituents to produce a compound of the Formula (I) wherein Ar is phenyl or phenyl substituted by one or two substituents which are halogen, lower-alkyl, lower-alkoxy, cyano or tertiary-butyloxy-carbonyl; or b) reacting a compound of the formula where Hal is bromine or iodine, with an alkali metal salt of a compound of the formula where Ar' has the meaning given above, followed by optimal conversions of the phenyl substituents of Ar.

  式 I 或式 II（此处）的化合物，其中 R 为烷基，X 为 0 或 CH2，n 为 4 至 8 的整数，Ar 为苯基或取代苯基，可用作抗病毒剂，特别是抗皮卡病毒剂。上述化合物的制备方法如下 a) 将 3-R-5-甲基异噁唑的碱金属衍生物与式 Hal-(CH2)n-X-AR' 的化合物反应，其中 Hal 是溴或碘，Ar' 是苯基或被一个或两个卤素、低级烷基、低级烷氧基、硝基或氰基取代基取代的苯基，生成式 (I) 的化合物，其中 Ar 是苯基或被一个或两个卤素、低级烷基、低级烷氧基、氰基或叔丁氧基羰基取代的苯基；或 b) 式中化合物发生反应 式中 Hal 为溴或碘的化合物与式中化合物的碱金属盐反应 其中 Ar'具有上述含义，然后对 Ar 的苯基取代基进行最佳转化。
• DIANA, G. D.;MCKINLAY, M. A.;BRISSON, C. J.;ZALAY, E. S.;MIRALLES, J. V.;+, J. MED. CHEM., 1985, 28, N 6, 748-752
  作者：DIANA, G. D.、MCKINLAY, M. A.、BRISSON, C. J.、ZALAY, E. S.、MIRALLES, J. V.、+

  DOI：——

  日期：——
• US4451476A
  申请人：——

  公开号：US4451476A

  公开（公告）日：1984-05-29